RILPIVIRINE HCL

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Products Intro: Product Name:Rilpivirine HCl
CAS:700361-47-3
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Products Intro: Product Name:Rilpivirine HCl
CAS:700361-47-3
Purity:98% Package:Package as requetsed
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Products Intro: Product Name:Rilpivirine HCl;TMC 278. trade name Edurant;Rilpivirine hydrochloride;TMC278;TMC-278;Rilpivirine
CAS:700361-47-3
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Products Intro: Product Name:RILPIVIRINE HCL
CAS:700361-47-3
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Products Intro: Product Name:Rilpivirine HCl (TMC278; DB08864)
CAS:700361-47-3
Purity:98% Package:5mg Remarks:V2143
RILPIVIRINE HCL Basic information
Product Name:RILPIVIRINE HCL
Synonyms:RILPIVIRINE HCL;Rilpivirine-d6 HCl;Rilpivirine HCl (TMC278;TMC 278. trade name Edurant;Rilpivirine Hydrochloride;Ripivirine Hydrochloride
CAS:700361-47-3
MF:C22H19ClN6
MW:402.89
EINECS:
Product Categories:700361-47-3
Mol File:700361-47-3.mol
RILPIVIRINE HCL Structure
RILPIVIRINE HCL Chemical Properties
storage temp. Store at -20°C
solubility DMSO:50.0(Max Conc. mg/mL);136.46(Max Conc. mM)
form Solid
color White to off-white
Safety Information
MSDS Information
RILPIVIRINE HCL Usage And Synthesis
UsesRilpivirine Hydrochloride was shown to be able to treat and or prevent immunodeficiency virus-1. It also has uses for anti-viral therapy
DefinitionChEBI: A hydrochloride obtained by reaction of rilpivirine with one equivalent of hydrochloric acid. Used for treatment of HIV.
Clinical UseRilpivirine hydrochloride (Edurant), a non-nucleoside reverse transcriptase inhibitor (NNRTI), received its approval both from the U.S. FDA and E.U. EMA in 2011 for the treatment of HIV-1 infection in treatment-na?ve adult patients. It was discovered and developed by Janssen Pharmaceuticals and its subsidiary Tibotec Pharmaceuticals. As a second generation NNRTI, rilpivirine hydrochloride displayed higher potency and longer half-life with a 25 mg once a day dose, compared to existing NNRTIs, such as the 200 mg BID of efavirenze (Sustiva). In late 2011, the fixed-dose combination products of rilpivirine hydrochloride with two nucleoside reverse transcriptase inhibitor (RTIs) emtricitabine and tenofovir disoproxil fumarate, co-developed by Gilead Science and Tibotec, were also approved both by the FDA and EMA under brand names Complera® and Eviplera®, respectively.
SynthesisSimilar to efavirenze, rilpivirine hydrochloride is a diarylpyrimidine (DAPY) compound, and the large-scale process synthesis begins with commercially available 2-methylthio-4-pyrimidinone (193) shown in the scheme.

Synthesis_700361-47-3


Thioether 193 was condensed with neat 4-cyanoaniline (194) at elevated temperature to afford diarylamine 195 in 77% yield. Subsequent treatment of pyrimidone 195 with refluxing POCl3 provided the corresponding chloride 196 in 77% yield.160,161 In the presence of K2CO3, chloride 196 was treated with the (E)-cinnamonitrile aniline 200 to give rilpivirine hydrochloride (XIX) in good yield.158 Aniline 200 was prepared via a Heck reaction of commercially available 4-iodo-2,6-dimethyl-benzeneamine (197) and acrylonitrile (198) affording compound 199 as a 4:1 mixture of E/Z isomers. The distribution of E/Z olefins was increased to 98:2 by salt formation and recrystallization to ultimately provide pure (E)-200 in 64% yield for two steps.
RILPIVIRINE HCL Preparation Products And Raw materials
Tag:RILPIVIRINE HCL(700361-47-3) Related Product Information
4-(4-Chloro-pyrimidin-2-ylamino)-benzamide Rilpivirine Z-Isomer HCl Rilpivirine N-Glucuronide RILPIVIRINE HCL DAPIVIRINE,4-[[4-(2,4,6-TRIMETHYLPHENYL)AMINO]PYRIMIDIN-2-YL]AMINO]BENZONITRILE 4-[[4-[[4-[(E)-2-cyanoethenyl]-2,6-dimethyl-phenyl]amino]pyrimidin-2-yl]amino]benzonitrile

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